4-Nitrobiphenyl Chemical Properties

Melting point:

114 °C

Boiling point:

340 °C

Density 

1.1919 (rough estimate)

refractive index 

1.5880 (estimate)

Flash point:

43 °C

solubility 

Soluble in acetic acid, benzene, chloroform, and ether (Weast, 1986)

form 

Solid

color 

White

Water Solubility 

insoluble

Stability:

Stable. Incompatible with strong oxidizing agents.

InChI

InChI=1S/C12H9NO2/c14-13(15)12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9H

InChIKey

BAJQRLZAPXASRD-UHFFFAOYSA-N

SMILES

C1(C2=CC=CC=C2)=CC=C([N+]([O-])=O)C=C1

CAS DataBase Reference

92-93-3(CAS DataBase Reference)

NIST Chemistry Reference

1,1'-Biphenyl, 4-nitro-(92-93-3)

IARC

3 (Vol. 4, Sup 7) 1987

EPA Substance Registry System

4-Nitrobiphenyl (92-93-3)

Safety Information

Hazard Codes 

T,N

Risk Statements 

45-51/53

Safety Statements 

53-45-61

RIDADR 

2811

RTECS 

DV5600000

HazardClass 

6.1(b)

PackingGroup 

III

HS Code 

29042090

Hazardous Substances Data

92-93-3(Hazardous Substances Data)

Toxicity

Acute oral LD₅₀ for rats 2,230 mg/kg, rabbits 1,970 mg/kg (quoted, RTECS, 1985).

MSDS

• Language:English Provider:1-Nitro-4-phenylbenzene

4-Nitrobiphenyl Usage And Synthesis

Chemical Properties

Yellow Solid

Chemical Properties

4-Nitrobiphenyl exists as yellow plates or needles..

Uses

4-Nitrobiphenyl has some uses as a plasticizer, fungicide, and wood preservative.

Uses

Formerly used as an intermediate for 4-aminobiphenyl

Uses

Formerly in preparation of p-biphenylamine, q.v.

Definition

ChEBI: 4-Nitrobiphenyl is a member of biphenyls.

Synthesis Reference(s)

Tetrahedron Letters, 37, p. 4499, 1996 DOI: 10.1016/0040-4039(96)00924-0

General Description

White to yellow needle-like crystalline solid with a sweetish odor.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

4-Nitrobiphenyl is incompatible with the following: Strong reducers .

Hazard

Toxic by ingestion and skin contact. Confirmed carcinogen.

Health Hazard

p-Nitrobiphenyl (PNB) is a urinary bladder carcinogen in dogs.

Toxicology

4-Nitrobiphenyl is no longer manufactured or used in the United States. Limited information is available on the health effects of 4-nitrobiphenyl. Acute (short-term) exposure to 4-nitrobiphenyl in humans results in irritation of the eyes, mucous membranes, and respiratory tract, such as headache, nausea, vomiting, and fatigue. Chronic (long-term) exposure to high concentrations of 4-nitrobiphenyl in workers has resulted in effects on the peripheral and central nervous systems as well as the liver and kidney. No information on the reproductive, developmental, or carcinogenic effects of 4-nitrobiphenyl in humans is available. EPA has not classified 4-nitrobiphenyl for carcinogenicity. 4-Nitrobiphenyl is no longer manufactured, imported, used, or sold in the United States.

Safety Profile

Confirmed carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. Poison by intraperitoneal route. Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also NITRO COMPOUNDS OF AROMATIC HYDROCARBONS.

Potential Exposure

4-Nitrobiphenyl was formerly used in the synthesis of 4-aminodiphenyl. It is presently used only for research purposes; there are no commercial uses.

Carcinogenicity

The case for the carcinogenicity of PNB is supported by (1) the induction of urinary bladder cancer in dogs after administration of PNB; (2) the evidence that PNB is metabolized in vivo to 4-aminobiphenyl (a potent carcinogen); and (3) the possibility that the cases of human urinary bladder cancer attributed to 4- aminobiphenyl may also have been induced by exposure to PNB.1

Shipping

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

Incompatibilities

Incompatible with strong reducing agents such as hydrides, oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides.

Waste Disposal

Incineration @ 982℃/2.0 seconds (minimum) with scrubbing for nitrogen oxides abatement.

4-Nitrobiphenyl(92-93-3)Related Product Information

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